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139009

1,8-Diazabicyclo[5.4.0]undec-7-ene

Name: 1,8-Diazabicyclo[5.4.0]undec-7-ene
Brand: ALDRICH

98%

동의어(들):

2,3,4,6,7,8,9,10-Octahydropyrimidol[1,2-a]azepine, DBU

조직 및 계약 가격을 보려면 로그인를 클릭합니다.

크기 선택

보기 변경

제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):

C₉H₁₆N₂

Molecular Weight:

152.24

UNSPSC Code:

12352302

NACRES:

NA.22

PubChem Substance ID:

24848373

EC Number:

229-713-7

Beilstein/REAXYS Number:

508906

MDL number:

MFCD00006930

Assay:

98%

Concentration:

≥98%

Form:

liquid

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도움 문의

속성

Quality Level

200

vapor pressure

5.3 mmHg ( 37.7 °C)

assay

98%

form

liquid

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

concentration

≥98%

refractive index

n20/D 1.522-1.524 (lit.)

pH

12.8 (20 °C, 10 g/L)

bp

80-83 °C/0.6 mmHg (lit.)

mp

-70 °C

density

1.018 g/mL at 25 °C (lit.)

greener alternative category

, Aligned

SMILES string

C1CCN2CCCN=C2CC1

InChI

1S/C9H16N2/c1-2-5-9-10-6-4-8-11(9)7-3-1/h1-8H2

InChI key

GQHTUMJGOHRCHB-UHFFFAOYSA-N

설명

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

1,8-Diazabicyclo[5.4.0]undec-7-ene is a bicyclic amidine base. It is non-nucleophilic, sterically hindered, tertiary amine base in organic chemistry. It is reported to be superior to amine catalyst in Baylis-Hillman reaction. It promotes the methylation reaction of phenols, indoles and benzimidazoles with dimethyl carbonate under mild conditions.

Application

Used in a new synthesis of the ABCD ring system of Camptothecin.

1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) may be used:

as catalyst for carboxylic acid esterification with dimethyl carbonate
in the synthesis of duocarmycin and CC-1065 analogs
as catalyst in aza-Michael addition and Knovenegal condensation reaction
as base for dehalogenation of halogenated Diels-Alder adducts and the resulting activated 2,4-dienones were subjected to regio- and stereo-directed Michael additions, using Yamamoto′s reagent (CH₃Cu · BF₃)
in a new synthesis of the ABCD ring system of Camptothecin

1,8-Diazabicyclo[5.4.0]undec-7-ene may be used as an catalyst for the dissolution and activation of cellulose by a reversible reaction of its hydroxyl groups with carbon dioxide. This dissolved cellulose system can be derivatized to form cellulose mixed esters.

Features and Benefits

Strong hindered amine base.

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pictograms

GHS06,GHS05

signalword

Danger

저장 등급

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

flash_point_f

240.8 °F

flash_point_c

116 °C

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

hcodes

H301,H314

pcodes

P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B

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Knoevenagel Condensation Reaction

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DBU (1, 8-diazabicyclo [5.4. 0] undec-7-ene)-A Nucleophillic Base.

Ghosh N

Synlett, 2004(03), 574-575 (2004)

1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) and microwave-accelerated green chemistry in methylation of phenols, indoles, and benzimidazoles with dimethyl carbonate.

W C Shieh et al.

Organic letters, 3(26), 4279-4281 (2002-01-11)

1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) is a novel and active catalyst in promoting the methylation reaction of phenols, indoles, and benzimidazoles with dimethyl carbonate under mild conditions. Additional rate enhancement is accomplished by applying microwave irradiation. By incorporating tetrabutylammonium iodide, the same microwave

Synthesis of cellulose acetate propionate and cellulose acetate butyrate in a CO2/DBU/DMSO system.

Xu Q, et al.

Cellulose, 25(1), 205-216 (2018)

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국제 무역 품목 번호

SKU	GTIN
139009-25G	04061837670282
139009-2X2G	04061835550739
139009-100G	04061837670275
139009-2.5KG	04061838125040
139009-500G	04061838732606